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Ultimate 10-Day Adventure from New York City to Boston and Portland, ME Itinerary
Last updated: 2024 Jun 14Iconic NYC Landmarks and Skyline Views
Morning
Start your day with a classic New York breakfast at Russ & Daughters Cafe, known for its delicious bagels and lox. Afterward, head to the NYC Empire State Building for breathtaking views of the city.
Afternoon
For lunch, savor a slice of authentic New York pizza at Joe's Pizza. Then, take a leisurely Central Park Bike Ride to enjoy the greenery and iconic sights.
Evening
In the evening, dine at the historic Peter Luger Steak House for a true NYC steak experience. End the night with a NYC Skyline and Statue of Liberty Night Cruise for a magical view of the city lights.
Bedtime
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Art, Culture, and Sweet Treats
Morning
Enjoy a leisurely brunch at The Spotted Pig, a local favorite. Then, immerse yourself in art at the NYC Museum of Modern Art (MoMA).
Afternoon
Indulge your sweet tooth with a visit to the NYC Museum of Ice Cream. Afterward, take a Secrets of Grand Central Terminal Walking Tour to uncover the history of this iconic transportation hub.
Evening
For dinner, experience the culinary delights of Gramercy Tavern. Afterward, catch a Broadway show like Moulin Rouge! The Musical for a memorable evening.
Bedtime
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Statue of Liberty and Broadway Magic
Morning
Start your day with a classic New York breakfast at Russ & Daughters Cafe. Then, embark on a NYC Statue of Liberty & Ellis Island Guided Tour with Ferry.
Afternoon
Enjoy a late lunch at Shake Shack in Battery Park. Afterward, take a NYC One World Observatory Skip-the-Line for panoramic views of the city.
Evening
Dine at the renowned Le Bernardin for a fine dining experience. End the night with a magical Broadway show like Moulin Rouge! The Musical.
Bedtime
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Cultural Immersion and High-Flying Adventure
Morning
Start your day with a hearty breakfast at Russ & Daughters Cafe. Then, explore the exhibits at the NYC American Museum of Natural History.
Afternoon
For lunch, enjoy a meal at Xi'an Famous Foods. In the afternoon, take to the skies with a NYC Manhattan Island All-Inclusive Helicopter Tour for a unique perspective of the city.
Evening
Dine at the iconic Carbone for a taste of old New York. Afterward, enjoy a leisurely walk along the Brooklyn Bridge.
Bedtime
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Brooklyn Exploration and Local Eats
Morning
Start your day with a delicious breakfast at Russ & Daughters Cafe. Then, explore the vibrant neighborhood of Williamsburg.
Afternoon
For lunch, savor the flavors of Mamoun's Falafel. Spend the afternoon visiting the Brooklyn Museum and Brooklyn Botanic Garden.
Evening
Enjoy a relaxed dinner at Patsy's Pizzeria, known for its classic New York slices. End the night with a drink at Brooklyn Brewery.
Bedtime
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Historic Boston and Culinary Delights
Morning
Arrive in Boston and start your day with a traditional New England breakfast at Mamoun's Falafel. Then, embark on a Boston Freedom Trail Walking Tour.
Afternoon
For lunch, enjoy a seafood feast at Legal Sea Foods. Afterward, visit the New England Aquarium.
Evening
Dine at the iconic Union Oyster House, the oldest continuously operating restaurant in the United States. End the night with a Boston Night Cruise.
Bedtime
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Harvard, Fenway, and Local Flavors
Morning
Start your day with a hearty breakfast at Mamoun's Falafel. Then, take a Harvard University Campus Tour.
Afternoon
For lunch, enjoy a meal at Legal Sea Foods. Spend the afternoon exploring the Fenway Park Tour.
Evening
Dine at Union Oyster House for a taste of Boston's seafood. Afterward, enjoy a drink at the historic Bell in Hand Tavern.
Bedtime
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Coastal Charm and Seafood Delights
Morning
Arrive in Portland, Maine, and start your day with a classic Maine breakfast at Mamoun's Falafel. Then, take a Portland Maine Lighthouse and Lobster Boat Cruise.
Afternoon
For lunch, savor a lobster roll at Legal Sea Foods. Afterward, explore the Portland Head Light.
Evening
Dine at Union Oyster House for a taste of Boston's seafood. Afterward, enjoy a drink at the historic Bell in Hand Tavern.
Bedtime
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Island Exploration and Local Brews
Morning
Start your day with a hearty breakfast at Mamoun's Falafel. Then, take a Portland Maine Lighthouse and Lobster Boat Cruise.
Afternoon
For lunch, enjoy a lobster roll at Legal Sea Foods. Afterward, explore the Portland Head Light.
Evening
Dine at Union Oyster House for a taste of Boston's seafood. Afterward, enjoy a drink at the historic Bell in Hand Tavern.
Bedtime
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Farewell to the East Coast
Morning
Enjoy a leisurely breakfast at Mamoun's Falafel. Then, take a Portland Maine Lighthouse and Lobster Boat Cruise.
Afternoon
For lunch, savor a lobster roll at Legal Sea Foods. Afterward, explore the Portland Head Light.
Evening
Dine at Union Oyster House for a taste of Boston's seafood. Afterward, enjoy a drink at the historic Bell in Hand Tavern.
Bedtime
Find amazing hotels in Portland, Maine.
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